HCID 12927389, compound → HCID 57497070, compound

HRID 2409182Notes

Reaction equation

HRID 2409182 reaction equation
[NH2:1][C:2]1[N:7]([CH3:8])[C:6](=[O:9])[C:5]([CH3:11])([CH3:10])[C@:4]([C:13]2[CH:18]=[C:17]([NH2:19])[CH:16]=[CH:15][C:14]=2[F:20])([CH3:12])[N:3]=1.[CH2:21]([CH:23]1[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[C:25](=O)[CH2:24]1)[CH3:22].[B][B][B][B][B][B][B][B][B][B]>>[NH2:1][C:2]1[N:7]([CH3:8])[C:6](=[O:9])[C:5]([CH3:10])([CH3:11])[C@:4]([C:13]2[CH:18]=[C:17]([NH:19][CH:25]3[C:26]4[C:31](=[CH:30][CH:29]=[CH:28][CH:27]=4)[CH:23]([CH2:21][CH3:22])[CH2:24]3)[CH:16]=[CH:15][C:14]=2[F:20])([CH3:12])[N:3]=1

Participants

4

Reactant 3

HCID 12927389HCID 12927389, compoundHCID 57497157(S)-2-amino-6-(5-amino-2-fluoro-phenyl)-3,5,5,6-tetramethyl-5,6-dihydro-3H-pyrimidin-4-one2×HCID 178419135HCID 178419135, compound

Product 1

HCID 57497070HCID 57497070, compound

Procedure

The reductive amination of (S)-2-amino-6-(5-amino-2-fluoro-phenyl)-3,5,5,6-tetramethyl-5,6-dihydro-3H-pyrimidin-4-one (intermediate J) and rac-3-ethyl-indan-1-one (prepared according to Kousik K., J. Am. Chem. Soc. 2005, 127, 16042) using decaborane yielded a mixture of isomers of the title compound as a white solid. MS (ESI): m/z=423.3 [M+H]+.

Workup

  1. customyielded

Sources & evidence

ORD record
ord-18afc4a6b6f14df3bb1022691ac3c742
Source dataset
uspto-grants-2014_08
Patent number
US08815881B2

Reaction notes

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